Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Barone, Giampaolo' 'Hibbert, T. G.' 'Kana, Aliki T.' 'Mahon, M.' 'Molloy, K.' 'Parkin, I.' 'Price, L. S.' 'Worsley, Ian D.' _publ_contact_author_name 'Dr K Molloy' _publ_contact_author_address ; Dr K Molloy Department of Chemistry University of Bath Claverton Down Bath BA2 7AY UNITED KINGDOM ; data_k00kcm29 _database_code_CSD 157255 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H21 Cl3 N2 S5 Sn' _chemical_formula_weight 566.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Sn' 'Sn' -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, z' '-x, -y, -z' '-x-1/2, y-1/2, -z' _cell_length_a 10.09700(10) _cell_length_b 22.1450(2) _cell_length_c 10.36300(10) _cell_angle_alpha 90.00 _cell_angle_beta 108.4500(6) _cell_angle_gamma 90.00 _cell_volume 2198.05(4) _cell_formula_units_Z 4 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.712 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1128 _exptl_absorpt_coefficient_mu 1.999 _exptl_absorpt_correction_type 'multiscan' _exptl_absorpt_process_details 'Sortav Blessing (1995) ' _exptl_absorpt_correction_T_max 1.058 _exptl_absorpt_correction_T_min 0.935 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements (Blessing 1995); _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39923 _diffrn_reflns_av_R_equivalents 0.0381 _diffrn_reflns_av_sigmaI/netI 0.0229 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.68 _diffrn_reflns_theta_max 30.02 _reflns_number_total 6408 _reflns_number_gt 5908 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (Sheldrick,1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0189P)^2^+2.4800P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0018(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6408 _refine_ls_number_parameters 200 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0275 _refine_ls_R_factor_gt 0.0243 _refine_ls_wR_factor_ref 0.0587 _refine_ls_wR_factor_gt 0.0573 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.120103(12) 0.048032(5) 0.602960(11) 0.01637(5) Uani 1 1 d . . . S1 S 0.00821(5) 0.08201(2) 0.78158(5) 0.02268(10) Uani 1 1 d . . . S2 S 0.29936(5) 0.03923(2) 0.84552(5) 0.02248(10) Uani 1 1 d . . . S3 S 0.20531(5) 0.15840(2) 0.59065(5) 0.02405(10) Uani 1 1 d . . . S4 S 0.32727(5) 0.04957(2) 0.50817(5) 0.02055(9) Uani 1 1 d . . . S5 S -0.08093(5) 0.06141(2) 0.39834(5) 0.02057(9) Uani 1 1 d . . . N1 N 0.17918(18) 0.06391(8) 1.03412(16) 0.0242(3) Uani 1 1 d . . . N2 N 0.42102(17) 0.16185(8) 0.49503(18) 0.0248(3) Uani 1 1 d . . . Cl1 Cl 0.39442(10) 0.20050(4) 1.01448(12) 0.0715(3) Uani 1 1 d . . . Cl2 Cl 0.59753(13) 0.21509(6) 0.87410(11) 0.0910(4) Uani 1 1 d . . . Cl3 Cl 0.65455(9) 0.13596(5) 1.10814(10) 0.0723(2) Uani 1 1 d . . . C1 C 0.16414(19) 0.06218(9) 0.90299(19) 0.0210(3) Uani 1 1 d . . . C2 C 0.32872(19) 0.12750(8) 0.52729(18) 0.0201(3) Uani 1 1 d . . . C3 C 0.3136(2) 0.04999(11) 1.1376(2) 0.0325(5) Uani 1 1 d . . . H3A H 0.3209 0.0730 1.2215 0.039 Uiso 1 1 calc R . . H3B H 0.3905 0.0632 1.1041 0.039 Uiso 1 1 calc R . . C4 C 0.3298(2) -0.01642(13) 1.1709(3) 0.0404(6) Uani 1 1 d . . . H4A H 0.4206 -0.0236 1.2397 0.061 Uiso 1 1 calc R . . H4B H 0.3242 -0.0393 1.0885 0.061 Uiso 1 1 calc R . . H4C H 0.2551 -0.0295 1.2062 0.061 Uiso 1 1 calc R . . C5 C 0.0637(2) 0.07905(10) 1.0872(2) 0.0297(4) Uani 1 1 d . . . H5A H 0.0713 0.0538 1.1681 0.036 Uiso 1 1 calc R . . H5B H -0.0264 0.0695 1.0172 0.036 Uiso 1 1 calc R . . C6 C 0.0649(4) 0.14463(13) 1.1255(4) 0.0560(8) Uani 1 1 d . . . H6A H -0.0133 0.1528 1.1599 0.084 Uiso 1 1 calc R . . H6B H 0.0558 0.1698 1.0453 0.084 Uiso 1 1 calc R . . H6C H 0.1530 0.1541 1.1963 0.084 Uiso 1 1 calc R . . C7 C 0.4191(2) 0.22827(9) 0.5050(2) 0.0323(5) Uani 1 1 d . . . H7A H 0.5160 0.2436 0.5303 0.039 Uiso 1 1 calc R . . H7B H 0.3803 0.2398 0.5781 0.039 Uiso 1 1 calc R . . C8 C 0.3331(3) 0.25763(12) 0.3732(3) 0.0488(7) Uani 1 1 d . . . H8A H 0.3346 0.3016 0.3849 0.073 Uiso 1 1 calc R . . H8B H 0.2367 0.2431 0.3485 0.073 Uiso 1 1 calc R . . H8C H 0.3725 0.2472 0.3009 0.073 Uiso 1 1 calc R . . C9 C 0.5359(2) 0.13674(10) 0.4520(2) 0.0297(4) Uani 1 1 d . . . H9A H 0.5465 0.1609 0.3755 0.036 Uiso 1 1 calc R . . H9B H 0.5128 0.0948 0.4196 0.036 Uiso 1 1 calc R . . C10 C 0.6723(2) 0.13706(14) 0.5680(3) 0.0419(6) Uani 1 1 d . . . H10A H 0.7464 0.1200 0.5368 0.063 Uiso 1 1 calc R . . H10B H 0.6623 0.1127 0.6434 0.063 Uiso 1 1 calc R . . H10C H 0.6963 0.1786 0.5990 0.063 Uiso 1 1 calc R . . C11 C 0.5253(3) 0.16552(14) 0.9646(3) 0.0512(7) Uani 1 1 d . . . H11 H 0.4823 0.1311 0.9032 0.061 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sn1 0.01596(7) 0.01829(7) 0.01438(7) -0.00097(4) 0.00410(4) -0.00152(4) S1 0.0190(2) 0.0307(2) 0.0189(2) -0.00058(17) 0.00693(16) 0.00190(17) S2 0.0169(2) 0.0319(2) 0.0171(2) -0.00228(17) 0.00315(16) -0.00031(17) S3 0.0219(2) 0.0184(2) 0.0342(3) -0.00266(17) 0.01233(19) -0.00061(16) S4 0.0220(2) 0.0201(2) 0.0220(2) -0.00020(16) 0.01029(17) 0.00119(16) S5 0.0216(2) 0.01898(19) 0.0179(2) 0.00226(15) 0.00162(16) -0.00021(16) N1 0.0249(8) 0.0310(8) 0.0166(7) -0.0012(6) 0.0068(6) -0.0040(7) N2 0.0212(8) 0.0254(8) 0.0289(8) 0.0014(6) 0.0094(6) -0.0035(6) Cl1 0.0627(5) 0.0529(4) 0.1111(8) -0.0087(5) 0.0450(5) 0.0033(4) Cl2 0.0991(8) 0.1200(9) 0.0635(6) -0.0153(6) 0.0395(5) -0.0531(7) Cl3 0.0536(5) 0.0808(6) 0.0763(6) -0.0144(5) 0.0116(4) 0.0004(4) C1 0.0209(8) 0.0237(8) 0.0181(8) -0.0027(7) 0.0057(7) -0.0045(7) C2 0.0179(8) 0.0220(8) 0.0195(8) 0.0013(6) 0.0046(6) -0.0004(6) C3 0.0268(10) 0.0516(14) 0.0158(9) -0.0006(8) 0.0022(7) -0.0097(9) C4 0.0265(11) 0.0576(16) 0.0340(12) 0.0147(11) 0.0050(9) 0.0023(10) C5 0.0362(11) 0.0359(11) 0.0229(9) -0.0030(8) 0.0176(8) -0.0051(9) C6 0.076(2) 0.0396(14) 0.071(2) -0.0129(14) 0.0492(18) -0.0029(14) C7 0.0318(11) 0.0234(9) 0.0428(12) 0.0004(8) 0.0135(9) -0.0086(8) C8 0.0676(18) 0.0289(12) 0.0478(15) 0.0084(10) 0.0155(13) 0.0020(12) C9 0.0257(10) 0.0371(11) 0.0312(11) 0.0014(8) 0.0161(8) -0.0036(8) C10 0.0267(11) 0.0607(16) 0.0403(13) 0.0070(12) 0.0135(10) 0.0062(10) C11 0.0434(15) 0.0562(17) 0.0571(17) -0.0243(14) 0.0204(13) -0.0193(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 S5 2.4454(5) . ? Sn1 S5 2.4550(5) 3_556 ? Sn1 S1 2.5676(5) . ? Sn1 S4 2.5772(5) . ? Sn1 S2 2.5986(5) . ? Sn1 S3 2.6075(5) . ? S1 C1 1.732(2) . ? S2 C1 1.730(2) . ? S3 C2 1.7234(19) . ? S4 C2 1.7365(19) . ? S5 Sn1 2.4550(5) 3_556 ? N1 C1 1.319(2) . ? N1 C3 1.471(3) . ? N1 C5 1.477(3) . ? N2 C2 1.325(2) . ? N2 C7 1.475(3) . ? N2 C9 1.477(3) . ? Cl1 C11 1.746(3) . ? Cl2 C11 1.746(3) . ? Cl3 C11 1.765(3) . ? C3 C4 1.508(4) . ? C5 C6 1.505(3) . ? C7 C8 1.514(4) . ? C9 C10 1.514(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S5 Sn1 S5 91.531(15) . 3_556 ? S5 Sn1 S1 98.961(16) . . ? S5 Sn1 S1 100.743(16) 3_556 . ? S5 Sn1 S4 102.649(16) . . ? S5 Sn1 S4 99.193(16) 3_556 . ? S1 Sn1 S4 150.029(16) . . ? S5 Sn1 S2 168.746(16) . . ? S5 Sn1 S2 89.598(15) 3_556 . ? S1 Sn1 S2 69.838(15) . . ? S4 Sn1 S2 88.212(15) . . ? S5 Sn1 S3 92.305(16) . . ? S5 Sn1 S3 168.557(16) 3_556 . ? S1 Sn1 S3 89.301(16) . . ? S4 Sn1 S3 69.441(14) . . ? S2 Sn1 S3 88.740(16) . . ? C1 S1 Sn1 86.74(6) . . ? C1 S2 Sn1 85.81(6) . . ? C2 S3 Sn1 86.33(6) . . ? C2 S4 Sn1 87.03(6) . . ? Sn1 S5 Sn1 88.469(15) . 3_556 ? C1 N1 C3 121.56(17) . . ? C1 N1 C5 122.90(17) . . ? C3 N1 C5 115.54(16) . . ? C2 N2 C7 121.92(17) . . ? C2 N2 C9 122.84(17) . . ? C7 N2 C9 115.20(16) . . ? N1 C1 S2 121.14(15) . . ? N1 C1 S1 121.51(15) . . ? S2 C1 S1 117.35(11) . . ? N2 C2 S3 121.28(15) . . ? N2 C2 S4 121.53(15) . . ? S3 C2 S4 117.20(10) . . ? N1 C3 C4 112.31(18) . . ? N1 C5 C6 112.09(19) . . ? N2 C7 C8 112.42(19) . . ? N2 C9 C10 111.24(18) . . ? Cl2 C11 Cl1 111.36(19) . . ? Cl2 C11 Cl3 111.28(16) . . ? Cl1 C11 Cl3 109.98(17) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 30.02 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.976 _refine_diff_density_min -1.027 _refine_diff_density_rms 0.081 data_98kcm3 _database_code_CSD 157256 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H42 N2 S6 Sn' _chemical_formula_weight 645.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Sn' 'Sn' -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.476(2) _cell_length_b 9.4530(10) _cell_length_c 17.530(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.380(10) _cell_angle_gamma 90.00 _cell_volume 3001.5(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.429 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1336 _exptl_absorpt_coefficient_mu 1.282 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type ? _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2483 _diffrn_reflns_av_R_equivalents 0.0115 _diffrn_reflns_av_sigmaI/netI 0.0454 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 23.92 _reflns_number_total 2348 _reflns_number_gt 1850 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0612P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2348 _refine_ls_number_parameters 143 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0595 _refine_ls_R_factor_gt 0.0415 _refine_ls_wR_factor_ref 0.1056 _refine_ls_wR_factor_gt 0.1016 _refine_ls_goodness_of_fit_ref 1.101 _refine_ls_restrained_S_all 1.101 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.5000 0.10581(5) 0.2500 0.03648(19) Uani 1 2 d S . . S1 S 0.38414(7) 0.15833(15) 0.14619(7) 0.0454(3) Uani 1 1 d . . . S2 S 0.42025(7) 0.30427(15) 0.29710(7) 0.0492(4) Uani 1 1 d . . . S3 S 0.55409(7) -0.05958(16) 0.16933(9) 0.0568(4) Uani 1 1 d . . . N1 N 0.2906(2) 0.3272(5) 0.2008(2) 0.0470(10) Uani 1 1 d . . . C1 C 0.4778(3) -0.1781(5) 0.1298(3) 0.0442(12) Uani 1 1 d . . . H1 H 0.4393 -0.1671 0.1606 0.053 Uiso 1 1 calc R . . C2 C 0.5033(4) -0.3315(6) 0.1352(4) 0.0672(17) Uani 1 1 d . . . H2A H 0.5430 -0.3435 0.1068 0.081 Uiso 1 1 calc R . . H2B H 0.5220 -0.3562 0.1891 0.081 Uiso 1 1 calc R . . C3 C 0.4402(4) -0.4278(6) 0.1017(4) 0.0778(19) Uani 1 1 d . . . H3A H 0.4023 -0.4208 0.1328 0.093 Uiso 1 1 calc R . . H3B H 0.4576 -0.5248 0.1043 0.093 Uiso 1 1 calc R . . C5 C 0.3819(3) -0.2398(7) 0.0112(3) 0.0697(17) Uani 1 1 d . . . H5A H 0.3416 -0.2272 0.0385 0.084 Uiso 1 1 calc R . . H5B H 0.3640 -0.2159 -0.0431 0.084 Uiso 1 1 calc R . . C4 C 0.4067(4) -0.3913(6) 0.0174(3) 0.0715(17) Uani 1 1 d . . . H4A H 0.4430 -0.4066 -0.0148 0.086 Uiso 1 1 calc R . . H4B H 0.3648 -0.4527 -0.0012 0.086 Uiso 1 1 calc R . . C6 C 0.4452(4) -0.1412(6) 0.0457(3) 0.0605(15) Uani 1 1 d . . . H6A H 0.4835 -0.1474 0.0151 0.073 Uiso 1 1 calc R . . H6B H 0.4273 -0.0445 0.0430 0.073 Uiso 1 1 calc R . . C7 C 0.3573(2) 0.2697(5) 0.2133(3) 0.0388(11) Uani 1 1 d . . . C8 C 0.2654(3) 0.4175(6) 0.2585(3) 0.0569(14) Uani 1 1 d . . . H8A H 0.2276 0.4812 0.2318 0.068 Uiso 1 1 calc R . . H8B H 0.3065 0.4747 0.2846 0.068 Uiso 1 1 calc R . . C9 C 0.2356(4) 0.3371(8) 0.3172(4) 0.0778(19) Uani 1 1 d . . . H9A H 0.1932 0.2841 0.2920 0.117 Uiso 1 1 calc R . . H9B H 0.2214 0.4014 0.3540 0.117 Uiso 1 1 calc R . . H9C H 0.2726 0.2735 0.3437 0.117 Uiso 1 1 calc R . . C10 C 0.2341(3) 0.2941(7) 0.1305(3) 0.0627(16) Uani 1 1 d . . . H10A H 0.2455 0.2036 0.1096 0.075 Uiso 1 1 calc R . . H10B H 0.1862 0.2860 0.1450 0.075 Uiso 1 1 calc R . . C11 C 0.2303(4) 0.4029(9) 0.0701(4) 0.099(3) Uani 1 1 d . . . H11A H 0.1917 0.3796 0.0267 0.149 Uiso 1 1 calc R . . H11B H 0.2766 0.4071 0.0533 0.149 Uiso 1 1 calc R . . H11C H 0.2201 0.4930 0.0909 0.149 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sn1 0.0228(3) 0.0428(3) 0.0427(3) 0.000 0.00359(18) 0.000 S1 0.0315(6) 0.0593(8) 0.0426(7) -0.0079(6) 0.0003(5) 0.0093(6) S2 0.0379(7) 0.0571(9) 0.0486(8) -0.0130(6) -0.0011(6) 0.0071(6) S3 0.0315(7) 0.0655(10) 0.0754(10) -0.0196(8) 0.0157(7) 0.0004(6) N1 0.036(2) 0.056(3) 0.047(2) -0.003(2) 0.0034(19) 0.013(2) C1 0.039(3) 0.048(3) 0.047(3) -0.004(2) 0.011(2) 0.001(2) C2 0.080(4) 0.051(3) 0.064(4) 0.002(3) -0.001(3) 0.011(3) C3 0.098(5) 0.052(4) 0.080(4) 0.002(3) 0.011(4) -0.004(4) C5 0.067(4) 0.080(4) 0.055(4) -0.015(3) -0.004(3) 0.003(4) C4 0.082(5) 0.068(4) 0.064(4) -0.018(3) 0.011(3) -0.011(4) C6 0.067(4) 0.055(4) 0.057(3) 0.000(3) 0.006(3) 0.010(3) C7 0.032(3) 0.040(3) 0.042(3) 0.004(2) 0.002(2) 0.002(2) C8 0.045(3) 0.062(4) 0.062(3) 0.001(3) 0.009(3) 0.022(3) C9 0.064(4) 0.103(5) 0.069(4) 0.006(4) 0.019(3) 0.028(4) C10 0.034(3) 0.087(5) 0.062(4) -0.007(3) -0.003(3) 0.022(3) C11 0.093(6) 0.127(7) 0.070(4) 0.014(5) -0.007(4) 0.022(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 S3 2.4497(14) 2_655 ? Sn1 S3 2.4497(14) . ? Sn1 S1 2.5697(12) 2_655 ? Sn1 S1 2.5697(12) . ? Sn1 S2 2.6177(13) 2_655 ? Sn1 S2 2.6177(13) . ? S1 C7 1.723(5) . ? S2 C7 1.716(5) . ? S3 C1 1.826(5) . ? N1 C7 1.324(6) . ? N1 C8 1.468(7) . ? N1 C10 1.484(6) . ? C1 C6 1.520(7) . ? C1 C2 1.522(7) . ? C2 C3 1.504(9) . ? C3 C4 1.524(8) . ? C5 C4 1.501(8) . ? C5 C6 1.524(8) . ? C8 C9 1.471(8) . ? C10 C11 1.467(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S3 Sn1 S3 100.68(8) 2_655 . ? S3 Sn1 S1 95.29(5) 2_655 2_655 ? S3 Sn1 S1 98.88(5) . 2_655 ? S3 Sn1 S1 98.88(5) 2_655 . ? S3 Sn1 S1 95.29(5) . . ? S1 Sn1 S1 157.72(7) 2_655 . ? S3 Sn1 S2 163.46(4) 2_655 2_655 ? S3 Sn1 S2 87.49(5) . 2_655 ? S1 Sn1 S2 69.07(4) 2_655 2_655 ? S1 Sn1 S2 94.60(4) . 2_655 ? S3 Sn1 S2 87.49(5) 2_655 . ? S3 Sn1 S2 163.46(4) . . ? S1 Sn1 S2 94.60(4) 2_655 . ? S1 Sn1 S2 69.07(4) . . ? S2 Sn1 S2 88.44(7) 2_655 . ? C7 S1 Sn1 86.92(15) . . ? C7 S2 Sn1 85.53(17) . . ? C1 S3 Sn1 103.78(16) . . ? C7 N1 C8 122.4(4) . . ? C7 N1 C10 122.1(4) . . ? C8 N1 C10 115.3(4) . . ? C6 C1 C2 109.7(4) . . ? C6 C1 S3 110.8(4) . . ? C2 C1 S3 110.8(4) . . ? C3 C2 C1 110.3(5) . . ? C2 C3 C4 112.1(5) . . ? C4 C5 C6 110.8(5) . . ? C5 C4 C3 110.3(5) . . ? C1 C6 C5 111.8(5) . . ? N1 C7 S2 121.0(4) . . ? N1 C7 S1 121.4(4) . . ? S2 C7 S1 117.6(3) . . ? N1 C8 C9 113.3(5) . . ? C11 C10 N1 112.1(6) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 23.92 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.051 _refine_diff_density_min -0.634 _refine_diff_density_rms 0.192 data_k00kcm24 _database_code_CSD 157257 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H30 N2 S6 Sn' _chemical_formula_weight 633.53 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Sn' 'Sn' -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Aa loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y, z' 'x, y+1/2, z+1/2' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 11.8630(3) _cell_length_b 14.8960(5) _cell_length_c 15.7620(5) _cell_angle_alpha 90.00 _cell_angle_beta 93.0940(19) _cell_angle_gamma 90.00 _cell_volume 2781.26(15) _cell_formula_units_Z 4 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.513 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 1.383 _exptl_absorpt_correction_type multiscan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'Sortav Blessing (1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14529 _diffrn_reflns_av_R_equivalents 0.0571 _diffrn_reflns_av_sigmaI/netI 0.0578 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.77 _diffrn_reflns_theta_max 27.51 _reflns_number_total 5621 _reflns_number_gt 5319 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (Sheldrick,1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(2) _refine_ls_number_reflns 5621 _refine_ls_number_parameters 310 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0383 _refine_ls_R_factor_gt 0.0355 _refine_ls_wR_factor_ref 0.0999 _refine_ls_wR_factor_gt 0.0959 _refine_ls_goodness_of_fit_ref 0.782 _refine_ls_restrained_S_all 0.782 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.71234(4) 0.243458(15) 0.20433(3) 0.03297(9) Uani 1 1 d . A . S1 S 0.52360(12) 0.26960(9) 0.26999(10) 0.0509(3) Uani 1 1 d . . . S2 S 0.73051(9) 0.37776(7) 0.30679(7) 0.0339(2) Uani 1 1 d . . . S3 S 0.92297(10) 0.20906(8) 0.20344(7) 0.0425(3) Uani 1 1 d . . . S4 S 0.77540(14) 0.13980(9) 0.33413(8) 0.0534(3) Uani 1 1 d . . . S5 S 0.65328(10) 0.11385(8) 0.11454(8) 0.0433(3) Uani 1 1 d . . . S6 S 0.70856(10) 0.33801(7) 0.07469(7) 0.0378(2) Uani 1 1 d . . . N1 N 0.5345(3) 0.4101(2) 0.3750(2) 0.0349(7) Uani 1 1 d . . . N2 N 0.9969(4) 0.1056(3) 0.3327(3) 0.0505(11) Uani 1 1 d . . . C1 C 0.5903(4) 0.3582(3) 0.3235(3) 0.0343(8) Uani 1 1 d . . . C2 C 0.5886(4) 0.4857(3) 0.4209(3) 0.0392(9) Uani 1 1 d . . . H2A H 0.6692 0.4714 0.4339 0.047 Uiso 1 1 calc R . . H2B H 0.5523 0.4946 0.4753 0.047 Uiso 1 1 calc R . . C3 C 0.5798(5) 0.5713(3) 0.3696(3) 0.0514(12) Uani 1 1 d . . . H3A H 0.6177 0.6201 0.4017 0.077 Uiso 1 1 calc R . . H3B H 0.5001 0.5866 0.3581 0.077 Uiso 1 1 calc R . . H3C H 0.6160 0.5628 0.3157 0.077 Uiso 1 1 calc R . . C4 C 0.4139(4) 0.3949(3) 0.3903(3) 0.0485(11) Uani 1 1 d . . . H4A H 0.3760 0.3667 0.3395 0.058 Uiso 1 1 calc R . . H4B H 0.3767 0.4532 0.4000 0.058 Uiso 1 1 calc R . . C5 C 0.4009(6) 0.3337(5) 0.4680(5) 0.0762(19) Uani 1 1 d . . . H5A H 0.3206 0.3244 0.4766 0.114 Uiso 1 1 calc R . . H5B H 0.4371 0.3620 0.5185 0.114 Uiso 1 1 calc R . . H5C H 0.4369 0.2757 0.4581 0.114 Uiso 1 1 calc R . . C6 C 0.9083(5) 0.1463(3) 0.2954(3) 0.0454(12) Uani 1 1 d . . . C7 C 0.9881(6) 0.0551(4) 0.4129(3) 0.0672(18) Uani 1 1 d . . . H7A H 0.9279 0.0822 0.4458 0.081 Uiso 1 1 calc R . . H7B H 1.0601 0.0606 0.4473 0.081 Uiso 1 1 calc R . . C8 C 0.9620(7) -0.0433(4) 0.3983(4) 0.0763(19) Uani 1 1 d . . . H8A H 0.9551 -0.0733 0.4531 0.114 Uiso 1 1 calc R . . H8B H 1.0230 -0.0711 0.3681 0.114 Uiso 1 1 calc R . . H8C H 0.8908 -0.0492 0.3642 0.114 Uiso 1 1 calc R . . C9 C 1.1089(5) 0.1072(3) 0.2971(4) 0.0568(15) Uani 1 1 d . . . H9A H 1.0996 0.1092 0.2343 0.068 Uiso 1 1 calc R . . H9B H 1.1496 0.0512 0.3131 0.068 Uiso 1 1 calc R . . C10 C 1.1795(6) 0.1876(4) 0.3283(4) 0.0696(18) Uani 1 1 d . . . H10A H 1.2540 0.1848 0.3044 0.104 Uiso 1 1 calc R . . H10B H 1.1884 0.1863 0.3905 0.104 Uiso 1 1 calc R . . H10C H 1.1414 0.2433 0.3101 0.104 Uiso 1 1 calc R . . C11 C 0.5048(4) 0.1279(3) 0.1035(3) 0.0361(9) Uani 1 1 d . . . C12 C 0.4547(5) 0.1854(3) 0.0434(3) 0.0493(11) Uani 1 1 d . . . H12 H 0.4993 0.2218 0.0089 0.059 Uiso 1 1 calc R . . C13 C 0.3358(6) 0.1884(5) 0.0349(4) 0.072(2) Uani 1 1 d . . . H13 H 0.2999 0.2277 -0.0056 0.087 Uiso 1 1 calc R . . C14 C 0.2715(5) 0.1355(5) 0.0842(6) 0.076(2) Uani 1 1 d . . . H14 H 0.1915 0.1379 0.0774 0.091 Uiso 1 1 calc R . . C15 C 0.3218(5) 0.0791(5) 0.1432(5) 0.0691(18) Uani 1 1 d . . . H15 H 0.2767 0.0430 0.1778 0.083 Uiso 1 1 calc R . . C16 C 0.4366(5) 0.0745(3) 0.1526(4) 0.0552(13) Uani 1 1 d . . . H16 H 0.4707 0.0345 0.1933 0.066 Uiso 1 1 calc R . . C17 C 0.7531(5) 0.4501(3) 0.1087(4) 0.0326(17) Uani 0.50 1 d PG A 1 C18 C 0.8630(4) 0.4686(3) 0.1388(4) 0.0389(18) Uani 0.50 1 d PG A 1 H18 H 0.9175 0.4220 0.1428 0.047 Uiso 0.50 1 calc PR A 1 C19 C 0.8929(4) 0.5555(4) 0.1631(4) 0.044(2) Uani 0.50 1 d PG A 1 H19 H 0.9680 0.5682 0.1837 0.053 Uiso 0.50 1 calc PR A 1 C20 C 0.8130(6) 0.6238(3) 0.1572(5) 0.055(3) Uani 0.50 1 d PG A 1 H20 H 0.8335 0.6832 0.1738 0.066 Uiso 0.50 1 calc PR A 1 C21 C 0.7032(5) 0.6053(3) 0.1270(5) 0.045(3) Uani 0.50 1 d PG A 1 H21 H 0.6487 0.6520 0.1230 0.054 Uiso 0.50 1 calc PR A 1 C22 C 0.6733(4) 0.5184(4) 0.1028(4) 0.0414(19) Uani 0.50 1 d PG A 1 H22 H 0.5982 0.5057 0.0822 0.050 Uiso 0.50 1 calc PR A 1 C17A C 0.6864(5) 0.4512(3) 0.1009(4) 0.0299(16) Uani 0.50 1 d PG A 2 C18A C 0.5827(4) 0.4827(4) 0.1254(4) 0.0404(19) Uani 0.50 1 d PG A 2 H18A H 0.5217 0.4421 0.1306 0.049 Uiso 0.50 1 calc PR A 2 C19A C 0.5684(5) 0.5734(4) 0.1423(4) 0.046(2) Uani 0.50 1 d PG A 2 H19A H 0.4976 0.5949 0.1590 0.055 Uiso 0.50 1 calc PR A 2 C20A C 0.6578(7) 0.6327(3) 0.1347(6) 0.066(4) Uani 0.50 1 d PG A 2 H20A H 0.6480 0.6947 0.1463 0.080 Uiso 0.50 1 calc PR A 2 C21A C 0.7615(6) 0.6013(4) 0.1102(6) 0.062(4) Uani 0.50 1 d PG A 2 H21A H 0.8226 0.6418 0.1050 0.075 Uiso 0.50 1 calc PR A 2 C22A C 0.7758(4) 0.5105(5) 0.0933(5) 0.057(3) Uani 0.50 1 d PG A 2 H22A H 0.8466 0.4890 0.0766 0.069 Uiso 0.50 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sn1 0.04561(15) 0.02920(13) 0.02468(14) -0.00255(12) 0.00735(10) 0.00380(13) S1 0.0568(7) 0.0436(6) 0.0553(8) -0.0244(6) 0.0312(6) -0.0205(6) S2 0.0375(5) 0.0371(5) 0.0273(5) -0.0058(4) 0.0041(4) -0.0012(4) S3 0.0528(6) 0.0450(6) 0.0293(5) 0.0032(4) -0.0015(4) 0.0125(5) S4 0.0923(10) 0.0399(6) 0.0285(6) 0.0037(5) 0.0087(6) 0.0070(6) S5 0.0517(6) 0.0346(5) 0.0433(6) -0.0142(5) -0.0004(5) 0.0100(4) S6 0.0513(6) 0.0363(5) 0.0261(5) -0.0002(4) 0.0031(4) 0.0027(4) N1 0.0457(19) 0.0325(17) 0.0271(17) -0.0055(13) 0.0093(14) -0.0004(14) N2 0.082(3) 0.033(2) 0.034(2) 0.0007(15) -0.020(2) 0.0048(18) C1 0.047(2) 0.0303(19) 0.026(2) -0.0035(14) 0.0097(16) -0.0047(16) C2 0.058(2) 0.034(2) 0.027(2) -0.0109(16) 0.0070(17) 0.0008(18) C3 0.073(3) 0.035(2) 0.047(3) -0.003(2) 0.012(2) 0.000(2) C4 0.049(3) 0.052(3) 0.046(3) -0.014(2) 0.019(2) 0.002(2) C5 0.068(4) 0.091(5) 0.073(4) 0.018(4) 0.038(3) -0.007(3) C6 0.072(3) 0.034(2) 0.029(2) -0.0060(17) -0.012(2) 0.010(2) C7 0.116(5) 0.048(3) 0.033(2) 0.005(2) -0.033(3) -0.002(3) C8 0.124(6) 0.042(3) 0.060(4) -0.001(3) -0.017(4) 0.004(3) C9 0.074(4) 0.036(3) 0.057(3) -0.003(2) -0.029(3) 0.010(2) C10 0.102(5) 0.043(3) 0.060(4) -0.001(2) -0.034(3) -0.003(3) C11 0.049(2) 0.031(2) 0.027(2) -0.0094(16) 0.0022(17) 0.0006(17) C12 0.071(3) 0.046(3) 0.030(2) -0.0047(18) -0.002(2) 0.015(2) C13 0.087(4) 0.085(5) 0.043(3) -0.029(3) -0.025(3) 0.031(4) C14 0.046(3) 0.084(5) 0.097(6) -0.047(4) -0.003(3) -0.009(3) C15 0.055(3) 0.055(4) 0.097(5) -0.020(3) 0.010(3) -0.021(3) C16 0.070(3) 0.035(2) 0.062(3) -0.011(2) 0.012(3) -0.011(2) C17 0.040(5) 0.032(4) 0.025(4) 0.004(3) 0.006(4) -0.007(4) C18 0.033(4) 0.044(5) 0.040(5) 0.001(4) 0.001(3) 0.006(3) C19 0.048(5) 0.047(5) 0.038(5) 0.004(4) -0.005(4) -0.011(4) C20 0.074(7) 0.039(5) 0.052(6) -0.004(4) -0.001(5) -0.011(5) C21 0.061(8) 0.040(6) 0.034(5) 0.011(4) 0.000(5) 0.000(6) C22 0.033(4) 0.045(5) 0.045(5) 0.003(4) -0.005(4) 0.002(3) C17 0.036(4) 0.035(5) 0.019(3) 0.006(3) 0.001(3) 0.006(4) C18 0.045(5) 0.043(5) 0.033(4) -0.002(3) -0.005(3) 0.005(4) C19 0.055(5) 0.044(5) 0.039(5) 0.004(4) 0.000(4) 0.007(4) C20 0.075(9) 0.041(7) 0.083(10) -0.002(6) 0.000(7) 0.006(6) C21 0.059(8) 0.042(6) 0.088(11) 0.002(6) 0.022(8) -0.019(6) C22 0.056(6) 0.045(6) 0.072(8) 0.013(5) 0.016(5) 0.001(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 S5 2.4727(11) . ? Sn1 S6 2.4801(11) . ? Sn1 S1 2.5468(14) . ? Sn1 S3 2.5515(13) . ? Sn1 S2 2.5727(11) . ? Sn1 S4 2.6390(14) . ? S1 C1 1.734(4) . ? S2 C1 1.722(4) . ? S3 C6 1.741(5) . ? S4 C6 1.724(6) . ? S5 C11 1.773(5) . ? S6 C17 1.759(5) . ? S6 C17 1.823(4) . ? N1 C1 1.325(5) . ? N1 C2 1.467(5) . ? N1 C4 1.482(6) . ? N2 C6 1.323(6) . ? N2 C9 1.469(9) . ? N2 C7 1.480(7) . ? C2 C3 1.511(6) . ? C4 C5 1.540(8) . ? C7 C8 1.513(8) . ? C9 C10 1.528(7) . ? C11 C12 1.387(6) . ? C11 C16 1.398(7) . ? C12 C13 1.410(9) . ? C13 C14 1.369(11) . ? C14 C15 1.366(11) . ? C15 C16 1.364(9) . ? C17 C18 1.3900 . ? C17 C22 1.3900 . ? C18 C19 1.3900 . ? C19 C20 1.3900 . ? C20 C21 1.3900 . ? C21 C22 1.3900 . ? C17 C18 1.3900 . ? C17 C22 1.3900 . ? C18 C19 1.3900 . ? C19 C20 1.3900 . ? C20 C21 1.3900 . ? C21 C22 1.3900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S5 Sn1 S6 88.85(4) . . ? S5 Sn1 S1 97.11(4) . . ? S6 Sn1 S1 105.71(5) . . ? S5 Sn1 S3 95.01(4) . . ? S6 Sn1 S3 94.80(4) . . ? S1 Sn1 S3 156.30(5) . . ? S5 Sn1 S2 167.94(4) . . ? S6 Sn1 S2 94.17(4) . . ? S1 Sn1 S2 70.83(4) . . ? S3 Sn1 S2 96.36(4) . . ? S5 Sn1 S4 92.67(5) . . ? S6 Sn1 S4 164.32(5) . . ? S1 Sn1 S4 89.60(5) . . ? S3 Sn1 S4 69.51(5) . . ? S2 Sn1 S4 87.57(4) . . ? C1 S1 Sn1 85.73(15) . . ? C1 S2 Sn1 85.15(14) . . ? C6 S3 Sn1 87.80(19) . . ? C6 S4 Sn1 85.35(16) . . ? C11 S5 Sn1 102.34(14) . . ? C17 S6 C17 25.6(2) . . ? C17 S6 Sn1 110.3(2) . . ? C17 S6 Sn1 106.62(19) . . ? C1 N1 C2 122.0(4) . . ? C1 N1 C4 122.0(4) . . ? C2 N1 C4 116.0(3) . . ? C6 N2 C9 122.4(5) . . ? C6 N2 C7 121.4(5) . . ? C9 N2 C7 116.2(4) . . ? N1 C1 S2 120.9(3) . . ? N1 C1 S1 120.8(3) . . ? S2 C1 S1 118.3(2) . . ? N1 C2 C3 111.7(4) . . ? N1 C4 C5 111.0(5) . . ? N2 C6 S4 122.5(4) . . ? N2 C6 S3 120.2(5) . . ? S4 C6 S3 117.3(3) . . ? N2 C7 C8 112.6(4) . . ? N2 C9 C10 112.4(5) . . ? C12 C11 C16 119.3(5) . . ? C12 C11 S5 121.8(4) . . ? C16 C11 S5 118.7(4) . . ? C11 C12 C13 118.3(6) . . ? C14 C13 C12 120.9(6) . . ? C13 C14 C15 120.3(6) . . ? C16 C15 C14 120.1(7) . . ? C15 C16 C11 121.1(6) . . ? C18 C17 C22 120.0 . . ? C18 C17 S6 122.3(3) . . ? C22 C17 S6 117.7(3) . . ? C17 C18 C19 120.0 . . ? C20 C19 C18 120.0 . . ? C21 C20 C19 120.0 . . ? C20 C21 C22 120.0 . . ? C21 C22 C17 120.0 . . ? C18 C17 C22 120.0 . . ? C18 C17 S6 122.3(4) . . ? C22 C17 S6 117.7(4) . . ? C19 C18 C17 120.0 . . ? C20 C19 C18 120.0 . . ? C19 C20 C21 120.0 . . ? C22 C21 C20 120.0 . . ? C21 C22 C17 120.0 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.139 _refine_diff_density_min -1.000 _refine_diff_density_rms 0.099 data_k00kcm4 _database_code_CSD 157258 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H24 F6 N2 S6 Sn' _chemical_formula_weight 645.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Sn' 'Sn' -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.8910(3) _cell_length_b 9.8990(2) _cell_length_c 16.6230(2) _cell_angle_alpha 90.00 _cell_angle_beta 102.4220(13) _cell_angle_gamma 90.00 _cell_volume 2553.67(8) _cell_formula_units_Z 4 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Parallelepiped _exptl_crystal_colour Orange _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.679 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 1.539 _exptl_absorpt_correction_type multiscan _exptl_absorpt_correction_T_min 0.6996 _exptl_absorpt_correction_T_max 0.6996 _exptl_absorpt_process_details 'Sortav Blessing (1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29909 _diffrn_reflns_av_R_equivalents 0.0382 _diffrn_reflns_av_sigmaI/netI 0.0324 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.70 _diffrn_reflns_theta_max 27.51 _reflns_number_total 5860 _reflns_number_gt 5113 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (Sheldrick,1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0026(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 5860 _refine_ls_number_parameters 267 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0422 _refine_ls_R_factor_gt 0.0340 _refine_ls_wR_factor_ref 0.1273 _refine_ls_wR_factor_gt 0.1189 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.238 _refine_ls_shift/su_mean 0.023 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.664793(13) 0.22228(2) 0.926202(11) 0.02560(12) Uani 1 1 d . . . S1 S 0.62088(5) 0.32228(9) 0.78164(4) 0.03192(19) Uani 1 1 d . . . S5 S 0.80343(5) 0.34534(8) 0.96075(4) 0.02976(19) Uani 1 1 d . . . S4 S 0.67884(6) 0.02815(8) 1.03022(4) 0.0348(2) Uani 1 1 d . . . S6 S 0.61728(6) 0.39208(8) 1.01474(5) 0.0370(2) Uani 1 1 d . . . S3 S 0.72972(7) 0.01427(8) 0.86870(5) 0.0429(2) Uani 1 1 d . . . S2 S 0.51169(7) 0.14470(13) 0.85943(5) 0.0556(3) Uani 1 1 d . . . N2 N 0.73950(18) -0.1937(3) 0.97129(16) 0.0314(6) Uani 1 1 d . . . F3 F 0.96997(17) 0.3492(3) 0.81596(15) 0.0755(9) Uani 1 1 d . . . F4 F 0.6215(3) 0.2072(3) 1.16764(19) 0.0898(11) Uani 1 1 d . . . F2 F 0.99140(18) 0.3220(5) 0.94499(17) 0.1033(13) Uani 1 1 d . . . F1 F 0.9368(3) 0.5062(3) 0.8925(2) 0.1097(14) Uani 1 1 d . . . F5 F 0.5730(3) 0.4027(4) 1.18470(17) 0.1138(14) Uani 1 1 d . . . N1 N 0.4665(2) 0.2353(5) 0.7057(2) 0.0690(13) Uani 1 1 d D . . F6 F 0.4880(3) 0.2298(5) 1.1682(3) 0.1312(18) Uani 1 1 d . . . C1 C 0.5253(2) 0.2347(4) 0.7733(2) 0.0419(8) Uani 1 1 d . . . C2 C 0.4788(3) 0.3070(5) 0.6310(2) 0.0489(10) Uani 1 1 d D . . H2A H 0.4471 0.2578 0.5819 0.059 Uiso 1 1 calc R . . H2B H 0.5407 0.3052 0.6297 0.059 Uiso 1 1 calc R . . C3 C 0.4485(4) 0.4524(7) 0.6259(3) 0.0846(17) Uani 1 1 d . . . H3A H 0.3866 0.4552 0.6249 0.127 Uiso 1 1 calc R . . H3B H 0.4592 0.4937 0.5754 0.127 Uiso 1 1 calc R . . H3C H 0.4800 0.5024 0.6739 0.127 Uiso 1 1 calc R . . C4 C 0.3857(5) 0.1180(8) 0.6927(3) 0.125(3) Uani 1 1 d D . . H4A H 0.3640 0.0890 0.6350 0.151 Uiso 1 1 calc R . . H4B H 0.3977 0.0398 0.7305 0.151 Uiso 1 1 calc R . . C5 C 0.3415(8) 0.2121(9) 0.7167(5) 0.154(4) Uani 1 1 d . . . H5A H 0.3681 0.2372 0.7735 0.230 Uiso 1 1 calc R . . H5B H 0.2827 0.1800 0.7142 0.230 Uiso 1 1 calc R . . H5C H 0.3400 0.2910 0.6809 0.230 Uiso 1 1 calc R . . C6 C 0.7184(2) -0.0658(3) 0.95820(17) 0.0321(7) Uani 1 1 d . . . C7 C 0.7243(2) -0.2674(3) 1.0442(2) 0.0373(8) Uani 1 1 d . . . H7A H 0.7102 -0.3627 1.0288 0.045 Uiso 1 1 calc R . . H7B H 0.6742 -0.2272 1.0617 0.045 Uiso 1 1 calc R . . C8 C 0.8010(3) -0.2636(6) 1.1151(3) 0.0681(14) Uani 1 1 d . . . H8A H 0.8521 -0.2959 1.0967 0.102 Uiso 1 1 calc R . . H8B H 0.7903 -0.3217 1.1595 0.102 Uiso 1 1 calc R . . H8C H 0.8107 -0.1707 1.1353 0.102 Uiso 1 1 calc R . . C9 C 0.7769(3) -0.2737(3) 0.9130(2) 0.0421(9) Uani 1 1 d . . . H9A H 0.8152 -0.3437 0.9438 0.050 Uiso 1 1 calc R . . H9B H 0.8124 -0.2138 0.8860 0.050 Uiso 1 1 calc R . . C10 C 0.7096(3) -0.3405(4) 0.8482(2) 0.0521(10) Uani 1 1 d . . . H10A H 0.6772 -0.4054 0.8742 0.078 Uiso 1 1 calc R . . H10B H 0.7375 -0.3878 0.8092 0.078 Uiso 1 1 calc R . . H10C H 0.6702 -0.2719 0.8189 0.078 Uiso 1 1 calc R . . C11 C 0.8494(2) 0.3157(4) 0.8710(2) 0.0417(8) Uani 1 1 d . . . H11A H 0.8519 0.2173 0.8613 0.050 Uiso 1 1 calc R . . H11B H 0.8116 0.3567 0.8220 0.050 Uiso 1 1 calc R . . C12 C 0.9357(3) 0.3724(5) 0.8813(2) 0.0494(10) Uani 1 1 d . . . C13 C 0.5326(2) 0.3089(4) 1.0533(2) 0.0442(8) Uani 1 1 d . . . H13A H 0.4795 0.3640 1.0388 0.053 Uiso 1 1 calc R . . H13B H 0.5204 0.2203 1.0255 0.053 Uiso 1 1 calc R . . C14 C 0.5541(4) 0.2874(5) 1.1435(3) 0.0691(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sn1 0.03162(16) 0.02236(17) 0.02207(15) 0.00078(6) 0.00411(10) -0.00082(7) S1 0.0321(4) 0.0359(4) 0.0253(3) 0.0049(3) 0.0007(3) -0.0056(3) S5 0.0284(4) 0.0367(5) 0.0230(3) -0.0030(3) 0.0030(3) -0.0018(3) S4 0.0522(5) 0.0271(4) 0.0274(4) 0.0032(3) 0.0138(3) 0.0046(3) S6 0.0451(5) 0.0280(4) 0.0423(4) -0.0024(3) 0.0191(4) 0.0020(3) S3 0.0771(6) 0.0247(4) 0.0330(4) 0.0002(3) 0.0251(4) 0.0010(4) S2 0.0528(6) 0.0784(8) 0.0317(4) 0.0080(4) 0.0006(4) -0.0367(5) N2 0.0386(15) 0.0256(13) 0.0314(13) 0.0021(10) 0.0108(11) -0.0013(11) F3 0.0632(16) 0.121(3) 0.0535(13) -0.0241(15) 0.0363(12) -0.0243(17) F4 0.115(3) 0.094(3) 0.0589(17) 0.0282(15) 0.0153(17) 0.040(2) F2 0.0384(14) 0.217(4) 0.0544(16) 0.005(2) 0.0091(12) 0.012(2) F1 0.133(3) 0.078(2) 0.148(3) -0.042(2) 0.096(3) -0.057(2) F5 0.183(4) 0.113(3) 0.0534(16) -0.0140(18) 0.044(2) 0.049(3) N1 0.044(2) 0.128(4) 0.0297(17) 0.0119(18) -0.0040(15) -0.041(2) F6 0.147(4) 0.167(4) 0.109(3) 0.061(3) 0.095(3) 0.024(3) C1 0.0372(19) 0.058(2) 0.0280(17) 0.0012(14) 0.0022(14) -0.0103(16) C2 0.040(2) 0.078(3) 0.0251(16) 0.0033(17) -0.0001(14) -0.0120(19) C3 0.076(3) 0.110(5) 0.067(3) 0.010(3) 0.014(3) 0.031(3) C4 0.170(8) 0.157(7) 0.049(3) 0.016(4) 0.023(3) 0.096(7) C5 0.212(11) 0.128(8) 0.085(5) -0.002(4) -0.048(6) 0.067(7) C6 0.0430(17) 0.0272(16) 0.0280(14) 0.0009(11) 0.0117(12) -0.0018(13) C7 0.045(2) 0.0277(17) 0.0399(18) 0.0110(13) 0.0109(15) -0.0006(14) C8 0.052(3) 0.099(4) 0.049(3) 0.025(2) 0.002(2) 0.006(3) C9 0.055(2) 0.0253(18) 0.049(2) -0.0007(13) 0.0200(18) 0.0077(15) C10 0.086(3) 0.029(2) 0.0415(19) -0.0034(15) 0.0144(19) 0.000(2) C11 0.0410(19) 0.057(2) 0.0286(15) -0.0065(15) 0.0113(14) -0.0081(17) C12 0.046(2) 0.071(3) 0.0365(17) -0.0167(17) 0.0207(15) -0.0130(19) C13 0.042(2) 0.050(2) 0.0455(19) 0.0103(16) 0.0200(16) 0.0086(17) C14 0.094(4) 0.078(4) 0.047(2) 0.017(2) 0.040(3) 0.029(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 S6 2.4575(8) . ? Sn1 S5 2.4745(8) . ? Sn1 S1 2.5535(7) . ? Sn1 S4 2.5625(8) . ? Sn1 S2 2.5650(9) . ? Sn1 S3 2.5774(9) . ? S1 C1 1.729(4) . ? S5 C11 1.821(3) . ? S4 C6 1.737(3) . ? S6 C13 1.809(4) . ? S3 C6 1.729(3) . ? S2 C1 1.738(4) . ? N2 C6 1.316(4) . ? N2 C9 1.471(4) . ? N2 C7 1.478(4) . ? F3 C12 1.335(4) . ? F4 C14 1.324(6) . ? F2 C12 1.322(5) . ? F1 C12 1.337(5) . ? F5 C14 1.331(6) . ? N1 C1 1.298(5) . ? N1 C2 1.479(5) . ? N1 C4 1.710(9) . ? F6 C14 1.335(7) . ? C2 C3 1.514(8) . ? C4 C5 1.280(10) . ? C7 C8 1.503(6) . ? C9 C10 1.498(6) . ? C11 C12 1.457(5) . ? C13 C14 1.481(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S6 Sn1 S5 84.10(3) . . ? S6 Sn1 S1 103.98(3) . . ? S5 Sn1 S1 94.42(2) . . ? S6 Sn1 S4 95.87(3) . . ? S5 Sn1 S4 105.58(3) . . ? S1 Sn1 S4 153.15(3) . . ? S6 Sn1 S2 94.53(4) . . ? S5 Sn1 S2 164.17(3) . . ? S1 Sn1 S2 70.55(3) . . ? S4 Sn1 S2 90.25(3) . . ? S6 Sn1 S3 165.38(3) . . ? S5 Sn1 S3 94.12(3) . . ? S1 Sn1 S3 90.62(3) . . ? S4 Sn1 S3 70.57(3) . . ? S2 Sn1 S3 91.06(4) . . ? C1 S1 Sn1 86.47(12) . . ? C11 S5 Sn1 103.00(12) . . ? C6 S4 Sn1 85.89(10) . . ? C13 S6 Sn1 104.39(14) . . ? C6 S3 Sn1 85.57(11) . . ? C1 S2 Sn1 85.92(13) . . ? C6 N2 C9 122.2(3) . . ? C6 N2 C7 122.0(3) . . ? C9 N2 C7 115.7(3) . . ? C1 N1 C2 122.0(3) . . ? C1 N1 C4 119.2(4) . . ? C2 N1 C4 116.8(3) . . ? N1 C1 S1 121.6(3) . . ? N1 C1 S2 121.5(3) . . ? S1 C1 S2 117.0(2) . . ? N1 C2 C3 114.0(4) . . ? C5 C4 N1 85.1(7) . . ? N2 C6 S3 120.9(2) . . ? N2 C6 S4 121.2(2) . . ? S3 C6 S4 117.90(19) . . ? N2 C7 C8 112.5(3) . . ? N2 C9 C10 112.6(3) . . ? C12 C11 S5 112.0(2) . . ? F2 C12 F3 105.5(3) . . ? F2 C12 F1 106.0(4) . . ? F3 C12 F1 106.7(3) . . ? F2 C12 C11 113.6(4) . . ? F3 C12 C11 112.1(3) . . ? F1 C12 C11 112.4(4) . . ? C14 C13 S6 113.4(4) . . ? F4 C14 F5 106.3(5) . . ? F4 C14 F6 106.8(4) . . ? F5 C14 F6 108.2(4) . . ? F4 C14 C13 112.9(4) . . ? F5 C14 C13 112.1(4) . . ? F6 C14 C13 110.3(5) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.236 _refine_diff_density_min -0.803 _refine_diff_density_rms 0.113